Oxidation of aromatic compounds:: XIV.: Oxidation of arylethynyl ketones in the system CF3CO2H-CH2Cl2-PbO2

被引：16

作者：

Aristov, SA ^{[1
]}

Vasil'ev, AV ^{[1
]}

Rudenko, AP ^{[1
]}

机构：

[1] St Petersburg Acad Forestry Engn, St Petersburg 194021, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 42卷 / 01期

关键词：

D O I：

10.1134/S1070428006010118

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxidation of arylethynyl ketones ArC=CCOCX3 (X = H, F) in the system CF3CO2H-CH2Cl2-PbO2 was studied on a preparative scale. The oxidation of 4-arylbut-3-yn-2-ones (X = H) involves transfer in total of four electrons, leading to (E)-3,4-bis(arylcarbonyl)hex-3-ene-2,5-diones. 4-Aryl-1,1,1-trifluorobut-3-yn-2-ones (X = F) are oxidized with transfer of only two electrons to produce 2-aryl-4-arylcarbonyl-5-trifluoromethyl-3-trifluoroacetylfurans. Possible mechanisms of radical-cation transformations of arylethynyl ketones into the final products are discussed.

引用

页码：66 / 72

页数：7

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